Problem sending Messages to some domains

I am having difficulty sending messages to some domains. Others work fine. Using Windows 2008 R2 running Exchange Server 2013 Enterprise. We get a few "delayed" messages then a final unable to deliver message (in the following message - only one of the recipients did not receive the message:

Do an nslookup on the domains you have a problem with and see if there is any common host - for example they are on Office365. It isn't unusual for an issue like this to be affecting multiple domains if they are on the same service.

I ran two different ones and didn't see a common host. Let's simplify and narrow it down to one host that I cannot send to. I have domain control over both hosts so it should make troubleshooting easier.

1. I cannot send a message to XXXXX@media-rich.com from XXXXX@falcorwines.com. I will get a couple of "delay" messages and then a final NDR with no specific reason listed in either.

2. I CAN send to XXXXX@media-rich.com from some of my other accounts and it goes through immediately.

3. XXXXX@media-rich.com IS hosted by Office365.

4. Message from XXXXX@falcorwines.com is sent via Exchange 2013

5. I can successfully send a message from XXXXX@falcorwines.com to some of my other domains.

There should be more than that - that is a ready queue. If the message is being delayed it would be in a retry queue.

Simon.

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HCPCJJ1Author Commented: 2014-04-01

Problem turned out to be a DNS issue. The server would successfully resolve some hostnames and not others. Had never seen that before. All of the DNS settings appeared to be correct on the server. Reboot of the server fixed the issue.

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HCPCJJ1Author Commented: 2014-04-06

Successfully resolved DNS issue.

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